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Compare 83 Vacation Homes in Windham with updated reviews, rates, and availability.

Waterfront Cottage
9.8 out of 10, Exceptional, (32)
"The main reason we selected this property was the lake. Thats the cover picture for this place and a lot of photos touch on it. Its even called the lakefornt cottage, i believe. That is the only reason we selected this place. Much to our dismay, when we arrived inthe lake. We are from Texas so if this happens every winter, we have no idea. We wish the host would have told us this as we had planned activities around the lake. The water also smelled like metal when I showered or washed my hands. I...
Waterfront Cottage
Cozy home with hot tub minutes to downtown Nashua and Shops
9.6 out of 10, Exceptional, (13)
"This rental was a perfect home away from home to have our granddaughter visit us during our stay. The house is clean and has plenty of space to entertain our guests. My husband and I enjoyed the hot tub on our first night there, and it felt great after our long drive up. When it was time for bed, the upstairs master suite awaiting us had a roomy and very relaxing bed with soft large pillows and a fluffy comforter. Surprisingly, the area's noise level is very low, even at Halloween time. The...
Cozy home with hot tub minutes to downtown Nashua and Shops
Private house on historic farm in the heart of New England
10.0 out of 10, Exceptional, (9)
"The house was absolutely gorgeous and spotless upon arrival, comfortably fit 4 adults and 4 kids from 1y-7y. House has everything you need for your stay, we were so appreciative Theresa put up a baby gate, pack n play, booster seats and children’s dishes for us. We loved the coffee station. House is in a beautiful setting and close to farms! We thoroughly enjoyed our stay!"
Private house on historic farm in the heart of New England
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
9.6 out of 10, Exceptional, (63)
"We were looking for a place in the Boston area for our short term mission team. We wanted to be together and this home offered us that opportunity. It was clean and laid out well. It housed our group of ten. Plenty of beds and baths. Good kitchen and the host was so welcoming. We even got to use the grill in the large outdoor space. I highly recommend this property."
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
9.6 out of 10, Exceptional, (10)
"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Lakefront Salem Retreat - Fish, Swim, Kayak & More
9.6 out of 10, Exceptional, (5)
"Beautiful little lake house. It was a perfect stay for me and my fiancé. We really enjoyed our time out on the canoe and it was so peaceful throughout our stay. With the neighbors close by it still felt like we had so much privacy. A perfect romantic getaway "
Lakefront Salem Retreat - Fish, Swim, Kayak & More
Lake Access 4 Bed 3 Full Bath
10.0 out of 10, Exceptional, (14)
"Everything was great, a few suggestions, maybe provide more towels, maybe some shelving in the bathrooms to put stuff on it was pretty sparse. Otherwise we enjoyed are stay and would come back again. Thank You"
The price is AED 1,118
AED 2,749 total
includes taxes & fees
23 Nov - 24 Nov
Lake Access 4 Bed 3 Full Bath
✨Private Studio w/ Loft Center Historic Carlisle✨
9.4 out of 10, Exceptional, (17)
"The space was clean and comfortable. It's on a somewhat busy road but it's not too loud. The bed was very comfortable. The only downside was that there's no way to do any cooking, there's only a mini fridge and a microwave. There's not a toaster or even a cutting board for chopping fruit/veggies. Besides this, it was an easy and comfy stay."
The price is AED 386
AED 641 total
includes taxes & fees
3 Dec - 4 Dec
✨Private Studio w/ Loft Center Historic Carlisle✨
Riverfront New Hampshire Cottage w/ Boat Dock
8.6 out of 10, Excellent, (7)
"Nice I like and can back "
Riverfront New Hampshire Cottage w/ Boat Dock
Large 3 floor Townhome with Patio, Backyard and Sauna
9.8 out of 10, Exceptional, (15)
"We had a great stay for the weekend. Thank you for hosting us so our teens could go to a youth event in your area. We were so blessed to stay all together! "
The price is AED 915
AED 2,037 total
includes taxes & fees
19 Dec - 20 Dec
Large 3 floor Townhome with Patio, Backyard and Sauna
Beautiful & Relaxing Nashua Home - Minutes from Downtown
10.0 out of 10, Exceptional, (6)
"Very clean home. Would definitely recommend this place"
The price is AED 1,012
AED 2,043 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful & Relaxing Nashua Home - Minutes from Downtown
Entire House, Sleep 11, Garage, Fully Fenced Backyard
10.0 out of 10, Exceptional, (2)
"Our family of 7 enjoyed the space this house offered. Lei was very quick in responding to questions. The neighborhood was very peaceful and quiet. My kids really enjoyed the Pine St. Eatery for breakfast and it's right around the corner from this house."
Entire House, Sleep 11, Garage, Fully Fenced Backyard
The Maplewood Spacious Excellent Location
9.8 out of 10, Exceptional, (7)
"We stayed for a ladies trip to Manchester. The house worked out great with plenty of bedrooms and bathroom for all five of us. The location was convenient to all the places we visited. Kara was very attentive to answer questions. Overall a great place to stay. "
The Maplewood Spacious Excellent Location
Modern Farmhouse Delight Salem, NH 3bd 3ba
9.0 out of 10, Wonderful, (2)
"We stayed at this house dir a quick trip into Boston fir a show at Berkeley. It was easy to get to. Right off the highway. Clean and looks like the pictures. The only thing was that a half a cake was left in the frig. No biggie as we had little groceries. Would definitely stay there again we little to put it. "
The price is AED 3,926
AED 5,450 total
includes taxes & fees
25 Nov - 26 Nov
Modern Farmhouse Delight Salem, NH 3bd 3ba
Home Perfect for Families w/Rail Access to Boston and Close to Salem
2.0 star property
Home Perfect for Families w/Rail Access to Boston and Close to Salem
Enchanting, romantic and fun river getaway
10.0 out of 10, Exceptional, (15)
"Our visit was short but absolutely wonderful. Our host had thought of everything - coffee, tea, pancake mix, eggs, and a ton of other goodies that made us feel absolutely spoiled. We spent every moment possible enjoying the porch and overlooking the river. Bedding, furniture, and amenities were all incredible. We all wished we could have stayed much longer and would book again in a heartbeat if we’re ever back in the area."
Enchanting, romantic and fun river getaway
Comfortable spacious house, easy access to all
9.0 out of 10, Wonderful, (10)
"House is clean, large, and in a nice quiet neighborhood. Coffee is provided, kitchen is a good size, however we did not cook. Its about 40 minutes to walk downtown, and 5 minute drive. "
The price is AED 948
AED 1,600 total
includes taxes & fees
29 Nov - 30 Nov
Comfortable spacious house, easy access to all
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
9.8 out of 10, Exceptional, (9)
"We enjoyed our stay in your lovely home this past weekend. We were attending a family wedding and the house fit all 8 adults nicely plus our 8 month old granddaughter. It had a nice comfortable living room area for hanging out and a good size kitchen table for breakfasts together. The bedrooms were comfortable and well appointed. Thank you for your hospitality!"
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Private waterfront home
10.0 out of 10, Exceptional, (11)
"This charming Lakehouse was the perfect vacation spot for my husband and myself along with our two adult children and their spouses and our three grandchildren. The house had plenty of room for us to spread out. It was very clean and well stocked. The deck has a spectacular view of the lake. The “she shed” is adorable and was a huge hit with our three grandchildren who called it the “cousins clubhouse.” We put the kayaks to good use and Anna – Lisa was very responsive to any questions we had. We...
Private waterfront home
Classic New England Bunkhouse- Home for the whole family!
10.0 out of 10, Exceptional, (2)
"Very good place to stay. Quiet community and lovely home. Clean and bright. Would stay again for a homecoming."
The price is AED 863
AED 1,403 total
includes taxes & fees
24 Nov - 25 Nov
Classic New England Bunkhouse- Home for the whole family!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windham

The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, (18)
"We loved this home, it was perfect for our stay to attend our daughters wedding. Close to everything, but affords a lot of privacy. Our host was always available for questions and the dog walker she recommended was a gem. Would definitely recommended staying here!!"
The PondeRosa cottage at Cobbett's pond
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
9.2 out of 10, Wonderful, (10)
"When we arrived we were immediately struck by how spotlessly clean the whole cabin was. And there were very thoughtful welcome packs too. The cabin has quaint cottage touches and the surround sounds from the woods were lovely. Very relaxing and comfortable environment. Full-sized washer and dryer came in handy. Don’t miss America’s Stonehenge just up the road. Would happily stay here again."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
9.2 out of 10, Wonderful, (5)
"The cabin is in a very nice, quiet and peaceful area. The property was clean and inviting. Once we figured how to work the pellet heater we were set. We were very pleased with our stay. "
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.